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Compound Detail

CHEMBL5186978

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Cc1onc(-c2ccc(F)cc2)c1COc1ccc2c(n1)CCN(C(=O)CS(C)(=O)=O)C2

Basic Information

ChEMBL ID CHEMBL5186978
Phase Preclinical
Structure Type MOL
InChI Key GTVLCHCOKLXHLY-UHFFFAOYSA-N
4
Targets
4
Activities
2
Assay Types
14
PK Parameters
14
Publications
0
Known Names

Molecular Properties

459.5
MW (Da)
2.69
ALogP
7
HBA
0
HBD
102.6
PSA (Ų)
0.56
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H22FN3O5S
MW 459.50
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -1.82

Activity Summary

IC50 3 meas. best 5.21
Ki 1 meas. best 8.39

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
Ki 8.39 8.39 4.1 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 5.21 5.21 6200.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.84 4.84 14600.0 1
Cytochrome P450 2B6
CHEMBL4729
IC50 4.68 4.68 20800.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 407.0 ng.hr.mL-1 Rattus norvegicus
AUC 146.0 ng.hr.mL-1 Rattus norvegicus
CL 6.0 mL.min-1.g-1 Homo sapiens
CL 29.0 mL.min-1.g-1 Rattus norvegicus
CL 41.3 mL.min-1.kg-1 Rattus norvegicus
Cmax 250.27 nM Rattus norvegicus
F 35.8 % Rattus norvegicus
F 35.8 % Rattus norvegicus
F 12.6 % Canis lupus familiaris
F 6.7 % Canis lupus familiaris
T1/2 0.53 hr Rattus norvegicus
T1/2 1.17 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus
Vd 1.9 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
35584373 10.1021/acs.jmedchem.2c00414 ADMET 38
35584373 10.1021/acs.jmedchem.2c00414 Rattus norvegicus 6
35584373 10.1021/acs.jmedchem.2c00414 GABA-A receptor; alpha-1/beta-3/gamma-2 3
35584373 10.1021/acs.jmedchem.2c00414 GABA-A receptor; alpha-5/beta-3/gamma-2 3
35584373 10.1021/acs.jmedchem.2c00414 No relevant target 3
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 2D6 1
35584373 10.1021/acs.jmedchem.2c00414 Voltage-gated inwardly rectifying potassium channel KCNH2 1
35584373 10.1021/acs.jmedchem.2c00414 Unchecked 1
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 1A2 1
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 2C8 1
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 2C9 1
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 3A4 1
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 2B6 1
35584373 10.1021/acs.jmedchem.2c00414 Cytochrome P450 2C19 1

Data from ChEMBL 36 via Core Engine